diltiazem   Click here for help

GtoPdb Ligand ID: 2298

Synonyms: (+)-cis-diltiazem | Cardizem® | CRD-401 | D-(cis)-diltiazem | Dilacor-XR® | RG-83606
Approved drug PDB Ligand
diltiazem is an approved drug (FDA (1982))
Compound class: Synthetic organic
Comment: Diltiazem has vasodilating actions.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 84.38
Molecular weight 414.16
XLogP 2.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccc(cc1)C1Sc2ccccc2N(C(=O)C1OC(=O)C)CCN(C)C
Isomeric SMILES COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1OC(=O)C)CCN(C)C
InChI InChI=1S/C22H26N2O4S/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3/h5-12,20-21H,13-14H2,1-4H3/t20-,21+/m1/s1
InChI Key HSUGRBWQSSZJOP-RTWAWAEBSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1982))
IUPAC Name Click here for help
[(2S,3S)-5-(2-dimethylaminoethyl)-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate
International Nonproprietary Names Click here for help
INN number INN
3433 diltiazem
Synonyms Click here for help
(+)-cis-diltiazem | Cardizem® | CRD-401 | D-(cis)-diltiazem | Dilacor-XR® | RG-83606
Database Links Click here for help
BindingDB Ligand 50004704
CAS Registry No. 42399-41-7 (source: Scifinder)
ChEBI CHEBI:101278
ChEMBL Ligand CHEMBL23
DrugBank Ligand DB00343
DrugCentral Ligand 897
GtoPdb PubChem SID 135650185
PubChem CID 39186
RCSB PDB Ligand C9F
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UniChem Compound Search for chemical match using the InChIKey HSUGRBWQSSZJOP-RTWAWAEBSA-N
UniChem Connectivity Search for chemical match using the InChIKey HSUGRBWQSSZJOP-RTWAWAEBSA-N
Wikipedia Diltiazem